2,3-Pyridinedicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 2,3-Pyridinedicarboxylic acid dimethyl ester
• CAS No.: 605-38-9
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2933399090
• European Community (EC) Number: 611-985-7
• NSC Number: 17026
• UNII: 72P05L7R5R
• DSSTox Substance ID: DTXSID60209234
• Nikkaji Number: J117.523H
• Wikidata: Q72503895
• Mol file: 605-38-9.mol

Synonyms:2,3-dimethyl methylquinolinate;methylquinolinic acid, 2,3-dimethyl ester;MQDME

Chemical Property of 2,3-Pyridinedicarboxylic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.516
• Boiling Point: 262.3 °C at 760 mmHg
• PKA: -0.83±0.10(Predicted)
• Flash Point: 112.4 °C
• PSA: 65.49000
• Density: 1.231 g/cm³
• LogP: 0.65480
• Storage Temp.: Room temperature.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

99%min ^*data from raw suppliers

Dimethyl 2,3-Pyridinedicarboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(N=CC=C1)C(=O)OC
• Uses: Dimethyl 2,3-Pyridinedicarboxylate is a reagent in the preparation of diarylcyclopentenopyridines as endothelin receptor antagonists.

Technology Process of 2,3-Pyridinedicarboxylic acid dimethyl ester

There total 12 articles about 2,3-Pyridinedicarboxylic acid dimethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.8%

methanol (67-56-1) + Pyridine-2,3-dicarboxylic acid (89-00-9) → dimethyl 2,3-pyridinedicarboxylate (605-38-9)

Guidance literature:

methanol; Pyridine-2,3-dicarboxylic acid; at 20 ℃; for 0.5h;

With sulfuric acid; at 60 ℃; Temperature;

Reference yield: 93.0%

dimethyl acetylenedicarboxylate (762-42-5) + Propargylamine (2450-71-7) → dimethyl 2,3-pyridinedicarboxylate (605-38-9)

Guidance literature:

With dipotassium peroxodisulfate; silver trifluoromethanesulfonate; In toluene; at 80 ℃; for 6h; Reagent/catalyst; Solvent; Concentration; Temperature; Time; chemoselective reaction; Sealed tube;

DOI:10.1016/j.tet.2017.09.002

Reference yield: 85.0%

Pyridine-2,3-dicarboxylic acid (89-00-9) → dimethyl 2,3-pyridinedicarboxylate (605-38-9)

Guidance literature:

In methanol;

upstream raw materials:

diazomethane

Pyridine-2,3-dicarboxylic acid

methanol

6-methoxy-5-nitroquinoline

Downstream raw materials:

cis-(±)-dimethyl piperidine-2,3-dicarboxylate

pyridine-2,3-dicarboxylic acid 3-methyl ester

pyridine-2,3-dicarbaldehyde

5-bromopyridine-2,3-dicarboxylic acid dimethyl ester

Refernces

• 1、 Melnykov, Kostiantyn P.,Volochnyuk, Dmitriy M.,Ryabukhin, Sergey V.,Rusanov, Eduard B.,Grygorenko, Oleksandr O.. "A conformationally restricted GABA analogue based on octahydro-1H-cyclopenta[b]pyridine scaffold". . p. 255 - 261. Retrieved 2018/10/15.
• 2、 -. "COMPOUNDS". Page/Page column 316. . Retrieved 2018/12/13.